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144061

Sigma-Aldrich

4-(Bromomethyl)benzonitrile

99%

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Synonym(s):
α-Bromo-p-tolunitrile, 4-Cyanobenzyl bromide
Linear Formula:
BrCH2C6H4CN
CAS Number:
Molecular Weight:
196.04
Beilstein/REAXYS Number:
636717
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

solid

mp

115-117 °C (lit.)

SMILES string

BrCc1ccc(cc1)C#N

InChI

1S/C8H6BrN/c9-5-7-1-3-8(6-10)4-2-7/h1-4H,5H2

InChI key

UMLFTCYAQPPZER-UHFFFAOYSA-N

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1 of 4

This Item
159549144711196681
vibrant-m

144061

4-(Bromomethyl)benzonitrile

vibrant-m

159549

4-(Bromomethyl)benzoic acid

vibrant-m

144711

2-(Bromomethyl)benzonitrile

vibrant-m

196681

4-(Trifluoromethyl)benzonitrile

assay

99%

assay

97%

assay

≥97%

assay

99%

form

solid

form

solid

form

solid

form

solid

mp

115-117 °C (lit.)

mp

224-229 °C (lit.)

mp

72-74 °C (lit.)

mp

39-41 °C (lit.)

General description

4-(Bromomethyl)benzonitrile reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile.

Application

4-(Bromomethyl)benzonitrile may be used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile.

pictograms

CorrosionHealth hazard

signalword

Danger

Hazard Classifications

Resp. Sens. 1 - Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Customers Also Viewed

Slide 1 of 7

1 of 7

Hazel Fenton et al.
Dalton transactions (Cambridge, England : 2003), 39(16), 3805-3815 (2010-04-08)
Two ligands L(1) and L(2) have been prepared which contain a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile (in L(1), a benzonitrile; in L(2), a naphthonitrile). These ligands react with Ag(I) salts to give a range of infinite coordination
Zheng Xing et al.
Acta crystallographica. Section E, Structure reports online, 64(Pt 2), o445-o445 (2008-01-01)
The title compound, C(9)H(7)N(5), was synthesized by reaction of 4-(bromomethyl)benzonitrile and 2H-tetrazole in the presence of KOH. The relative orientation of the planar tetra-zole ring and the methyl-benzonitrile moiety is (-)-anti-clinal. The crystal packing is dominated by van der Waals

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